Lost Bet Gay Stories

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Length
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Infinite Scroll

Adventures of Cameltoe Ch. 05

by MaxwellSpanx on Aug 30, 2017
Humor & Satire

Arthur's Story After dinner I walked the gardens to help digest my food. Despite the fine smells my head was elsewhere. My mind was a filled court politics. Everyone was at each other's throat. The problems were building for me now. On top of ruling my kingdom, I had Guinevere heartbroken after being found having an affair, now I had my trusted knight tel...

Getting It Off My Chest

by dirtyjoe69 on Sep 16, 2017
Reviews & Essays

a.k.a A Rant from Dirtyjoe * Note to all: opinions expressed in this rant are just that, opinions. I have added a little humor to lighten the subjects. However; if hot topics upset you then please do not read this rant! * Hey peeps, my name is Dirtyjoe and today I am going to splash some of the opinions I have, and others I have heard over the years, down...

Cherry Street

by w92781 on Sep 13, 2017
Group Sex

It was early Saturday night. The summer rain had ceased for the evening, and tiny moist droplets were clearly visible upon gazing up at the streetlights that lined Cherry Street. John was on his way home from his best friend's house. It was part of his routine to visit Trevor on Saturdays. They had bonded over video games, as many men of this generation do....

Gay for Candy

by BuckyDuckman on Jun 19, 2018
Novels and Novellas

It was the darkest secret Ashton had ever kept and knew he had to tell his girlfriend. Candice deserved to know he was a poser and a liar. The couples only camping trip felt like a good time to him. They would be away from the regular world, lost in the woods and surrounded by their best friends. Ashton and Candice followed behind Jared and his girlfriend....

New Perspectives

by bart_allen on May 30, 2018
Transsexuals & Crossdressers

*** This story contains non-consensual gender conversion, LGBT themes, slurs, and things that can cause dysphoria *** ***** Have you ever noticed how many horrible people have a very unassuming, normal as can be name? It can make it difficult to tell them apart from the good people. Thankfully, a person's actions are tied to their name. That's how most peo...

The Bet

by KittyandBear on May 20, 2019
Transgender & Crossdressers

Chapter 1 What on earth was Charles thinking? I was only giving him some good-hearted teasing, and then he challenged me with this bet. And the result seems to be pretty obvious. No offense to Charles, but there is no way he could win. There had to be some trick, and Charles was always the clever one. And the worst part is, there is no walking back from thi...

The Prom Redux

by LeslieFalkner98 on Sep 25, 2018
Transsexuals & Crossdressers

A kid I used to be rivals with who we'll call M needed a date to the prom and he challenged me to a game of basketball. He stated that if I am to lose I would have to be his date and if I win he'll be mine I had laughed at M thinking it was just a joke and agreed o his conditions. When we got to the court M went crazy, I had never played in conditions this h...

Wager

by Shalmaneser on Sep 14, 2017
BDSM

I'm fishing in the fridge for the last of the bananas when I hear you from the living room. "Honey! Do you think you'd prefer sucking a six inch cock or a nine inch one?" That certainly gets my attention. "What?" I say brilliantly, wandering over into the living room where you're perched on the couch, laptop on your thighs. You look up and giggle. "Gay...

Tit for Tat Pt. 01-02

by LaBlancheTraversee on Sep 16, 2017
Anal

Trigger warning: This story portrays male-dominant, female-submissive, **CONSENSUAL** fantasy anal rape play. Keep that in mind before choosing to read further. It also contains some very mild scat that involves the mouth. ***** PART 1 - C'mon, Nicole, it'll be fun. Nicole did not look convinced. - Mmm ... but I've heard that it hurts and can make you...

Her New Bra

by evil_in_the_flesh on Sep 11, 2017
First Time

Kimberly O' Brien was stretching before gym class started. All the guys in the class couldn't help but watch as Kimberly stretched. Even the girls eyed Kimberly's stretching. This was an everyday event for the guys and girls to watch Kimberly stretch. The 18-year-old had a massive bust. Kimberly would notice her fellow gym students looking and glancing at h...